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Key Documents

193763

Sigma-Aldrich

2,5-Dichloropyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C5H3Cl2N
CAS Number:
Molecular Weight:
147.99
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

59-62 °C (lit.)

SMILES string

Clc1ccc(Cl)nc1

InChI

1S/C5H3Cl2N/c6-4-1-2-5(7)8-3-4/h1-3H

InChI key

GCTFDMFLLBCLPF-UHFFFAOYSA-N

General description

2,5-Dichloropyridine undergoes cross-coupling reaction with arylboronic acids in the presence of [1,4-bis-(diphenylphosphine)butane]palladium (II) dichloride as catalyst.

Application

2,5-Dichloropyridine was used in the synthesis of 6-halo-pyridin-3-yl boronic acids and esters.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of novel halopyridinylboronic acids and esters. Part 1: 6-Halopyridin-3-yl-boronic acids and esters.
Bouillon A, et al.
Tetrahedron, 58(14), 2885-2890 (2002)
Coupling of heteroaryl chlorides with arylboronic acids in the presence of [1, 4-bis-(diphenylphosphine) butane] palladium (II) dichloride.
Mitchell MB and Wallbank PJ.
Tetrahedron Letters, 32(20), 2273-2276 (1991)

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